When I was a kid (back in ancient times) there were no computers, no internet, no Photo Shop software. I would cut the face out of a picture of myself and then go through the Montgomery Ward or Sears catalog and put my face on the models in the women's clothing to see how I'd look in the various outfits.
By the way, those catalogs were a great source of "entertainment" for young boys. I'll let you se your imagination.
Joyce